US 7,514,470 B2
Aniline derivatives as selective androgen receptor modulators
Philip Stewart Turnbull, Durham, N.C. (US); Rodolfo Cadilla, Durham, N.C. (US); David John Cowan, Durham, N.C. (US); Andrew Lamont Larkin, Durham, N.C. (US); Istvan Kaldor, Durham, N.C. (US); and Eugene Lee Stewart, Durham, N.C. (US)
Assigned to SmithKline Beecham Corporation, Philadelphia, Pa. (US)
Appl. No. 10/598,508
PCT Filed Mar. 03, 2005, PCT No. PCT/US2005/007245
§ 371(c)(1), (2), (4) Date Sep. 01, 2006,
PCT Pub. No. WO2005/085185, PCT Pub. Date Sep. 15, 2005.
Claims priority of provisional application 60/549794, filed on Mar. 03, 2004.
Prior Publication US 2007/0191479 A1, Aug. 16, 2007
Int. Cl. A01N 37/34 (2006.01); A01N 33/02 (2006.01); A01N 33/18 (2006.01); A01N 33/24 (2006.01); A01N 27/00 (2006.01); A61K 31/275 (2006.01); A61K 31/135 (2006.01); A61K 31/04 (2006.01); A61K 31/015 (2006.01); C07C 255/00 (2006.01); C07C 211/00 (2006.01); C07C 321/00 (2006.01); C07C 323/00 (2006.01); C07C 381/00 (2006.01); C07C 221/00 (2006.01); C07C 223/00 (2006.01); C07C 225/00 (2006.01)
U.S. Cl. 514—524  [514/649; 514/741; 514/764; 558/419; 564/336; 564/340; 564/342; 564/345] 7 Claims
 
1. A compound of formula (I)

OG Complex Work Unit Drawing
or a salt thereof, wherein
R1 is -(Q1)x-R5;
Q1 is C1-C6 alkylene;
x is 0 or 1;
R5 is —CF3 or cyclopropyl;
R2 is -(Q3)-(Q4)-R6, or -(Q3)-CN;
Q3 is C1-C6 alkylene;
Q4 is —C(O)—, —C(S)—, or —C(NR7)—,
R7 is H or alkyl;
R6 is C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, hydroxy, C1-C6 alkoxy, phenoxy, benzyloxy, or —N(R8)(R9)
R8 and R9 each independently are H, hydroxy, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, -(Q5)y-C3-C6cycloalkyl, —N(R10)(R11);
Q5 is C1-C6 alkylene;
y is 0 or 1;
R10 and R11 each independently are H or C1-C6 alkyl;
R3 is —CN, —NO2, or halogen; and
R4 is —CN, —NO2, halogen, C1-C6 haloalkyl, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, hydroxyl, C1-C6 alkoxy, phenyl, naphthyl, phenoxy or benzyloxy.